N.ALPHA.-METHYLHISTAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H11N3
Molecular Weight	125.1716
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCCC1=CN=CN1

InChI

InChIKey=PHSPJQZRQAJPPF-UHFFFAOYSA-N

InChI=1S/C6H11N3/c1-7-3-2-6-4-8-5-9-6/h4-5,7H,2-3H2,1H3,(H,8,9)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24534036

alpha-N-methyl-histamine is a metabolite of histamine that plays an important role in several (patho) physiological processes. alpha-N-methyl-histamine is being a potent agonist of histamine H3 receptor can be used as an effective therapeutic alternative in migraine patients.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H3 receptor 44 Target ID: Q9QYN8 Gene ID: 85268.0 Gene Symbol: Hrh3 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2161226	Agonist 2678		0.4 nM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Migraine 103 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24534036	Preventing		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Systematic analysis of histamine and N-methylhistamine concentrations in organs from two common laboratory mouse strains: C57Bl/6 and Balb/c.	2011 Dec	21912978
Review of commonly used clinical pathology parameters for general gastrointestinal disease with emphasis on small animals.	2014 Jan	24129757
N alpha methyl histamine versus propranolol in migraine prophylaxis.	2014 Mar	24534036
What a Difference a Methyl Group Makes: The Selectivity of Monoamine Oxidase B Towards Histamine and N-Methylhistamine.	2017 Feb 24	28052533

Patents

Sample Use Guides

In Vivo Use Guide

in migraine prophylaxis: 1 to 3 ug twice a week

Route of Administration: Other

In Vitro Use Guide

Unknown

Name

Type

Language

N.ALPHA.-METHYLHISTAMINE

Systematic Name

English

2-(1H-IMIDAZOL-4-YL)-N-METHYLETHANAMINE

Systematic Name

English

4-(2-METHYLAMINOETHYL)-1H-IMIDAZOLE

Systematic Name

English

N'-METHYLHISTAMINE

Systematic Name

English

1H-IMIDAZOLE-4-ETHANAMINE, N-METHYL-

Systematic Name

English

1H-IMIDAZOLE-5-ETHANAMINE, N-METHYL-

Systematic Name

English

N-METHYLHISTAMINE

Systematic Name

English

4-(2-(N-METHYLAMINO)ETHYL)IMIDAZOLE

Systematic Name

English

4-(2-METHYLAMINOETHYL)IMIDAZOLE

Systematic Name

English

METHYLHISTAMINE

Systematic Name

English

IMIDAZOLE, 4-(2-(METHYLAMINO)ETHYL)-

Systematic Name

English

IMIDAZOLE, 4(OR 5)-(2-(METHYLAMINO)ETHYL)-

Common Name

English

Classification Tree Code System Code

LOINC

34345-9